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2026-06-03
2026-06-04
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Vacation Rentals in Key West

Parrot Perch By Avantstay

620 Thomas St #249, Key West, United States View map

Located just 6 minutes' walk from the downtown commercial zoned Duval Street, the 2-bedroom Parrot Perch By Avantstay Key West villa offers a swimming pool for guests to relax by. More

From US$ 223 Book Now

La Brisa Unit 105 North Building

South Roosevelt Boulevard 1901, Key West, United States View map

Higgs Beach is 1.2 km from La Brisa Unit 105 North Building Villa, while The Ernest Hemingway Home and Museum is a 10-minute drive from here. The 2-bedroom villa also comes with a kitchen, which is… More

From US$ 741 Book Now

Sunrise Suites Saint Barts Suite #303

Key West, United States View map

Situated nearly a 25-minute walk from Key West Tropical Forest and Botanical Garden, the spacious 2-bedroom Sunrise Suites Saint Barts Suite #303 Key West provides guests with Wi-Fi for either… More

From US$ 596 Book Now

Harbor House Suite A

Front Street, Key West, United States View map

Located 14 minutes' walk from Nancy Forrester's Secret Garden, Harbor House Suite A Key West villa gives access to various tourist sites in the vicinity. More

From US$ 1520 Book Now

Atlantic Paradise Found

1800 Atlantic Blvd C232, Key West, United States View map

Welcome to Atlantic Paradise, a luxurious enclave nestled in the heart of Key West, where comfort meets coastal charm. Just a short 5 km from Key West International Airport, this exquisite retreat… More

From US$ 690 Book Now

A Siesta Bay By Avantstay

620 Thomas St #263, Key West, United States View map

The 1-bedroom A Siesta Bay By Avantstay Key West villa is located just 6 minutes on foot from the downtown commercial zoned Duval Street and features a swimming pool as well as a patio for guests'… More

From US$ 351 Book Now

Banana Split

Caroline Street 537, Key West, United States View map

For those traveling to the area, the nearest airport is conveniently located just 4 km away, ensuring an easy arrival and departure. More

From US$ 383 Book Now

Sunnyside Up

United Street 1003, Key West, United States View map

The 2-room Sunnyside Up Apartment Key West is situated right in the centre of Key West, around 500 metres from Statue of Bishop Albert Kee. Set not far from the Minor Saint Mary Star of the Sea… More

From US$ 954 Book Now

First Breath By Avantstay

1106 Eaton Street, Key West, United States View map

Situated a 6-minute walk from the Papa's Pilar Rum Distillery, the welcoming First Breath By Avantstay Key West villa entices guests with views of the pool. More

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Duval Square Courtyard Condo 31

1075 Duval Street, Key West, United States View map

Located merely 13 minutes' walk from the secluded pocket Dog Beach, the 2-room Duval Square Courtyard Condo 31 Key West is a mere 1.2 km from a top family-friendly place like the Key West Aquarium. More

From US$ 952 Book Now

Southard Getaway By Avantstay

203 Southard #3, Key West, United States View map

The welcoming Southard Getaway By Avantstay Key West villa offers proximity to nearby tourist spots, such as the Vandenberg Wreck, situated 13 minutes' walk away. More

From US$ 612 Book Now

Conch In The Treetops By Last Key Realty

1800 Atlantic Blvd #C125, Key West, United States View map

Located around 25 minutes' walk from The Ernest Hemingway Home and Museum, the 2-bedroom Conch In The Treetops By Last Key Realty Key West villa entices guests to relax in a Jacuzzi. More

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Conch Adventure By Avantstay

104 Southard Street #3, Key West, United States View map

Situated merely a 6-minute walk from Mile Marker 0 Store, the 0-bedroom Conch Adventure By Avantstay Key West villa offers easy access to numerous tourist spots in the area. Located 2.1 km from The… More

From US$ 369 Book Now

Aruba - Downtown Waterfront 2X2 Dock & Pool Pet-Friendly

915 Eisenhower Drive, Key West, United States View map

**Welcome to Aruba - Downtown Waterfront 2X2 Dock & Pool, a serene retreat immersed in the vibrant spirit of Key West.** Situated just 5 km from Key West International Airport, this pet-friendly… More

From US$ 856 Book Now

New Grenada Suite - Parking Pool & Pets 209

Seaside Drive 3625, Key West, United States View map

New Grenada Suite - Parking Pool & Pets 209 is located at a 4.9 km distance from The Ernest Hemingway Home and Museum and 10 minutes' drive from Key West Firehouse Museum. This villa is equipped with… More

From US$ 513 Book Now

Poolside Suite

Olivia Street 517, Key West, United States View map

To enjoy your vacation in Key West, stay at the welcoming 1-bedroom Poolside Suite Key West, which is merely 0.7 km from the Key West Butterfly and Nature Conservatory and about 10 minutes by car… More

From US$ 914 Book Now

Duval Hideaway

1124 Duval Street B, Key West, United States View map

**Discover the Duval Hideaway Villa in the Heart of Key West** Conveniently located, the villa is within walking distance to the bustling nightlife and unique shops that Duval Street is renowned for. More

From US$ 515 Book Now

6 Bedroom 6 Bath Guesthouse On Duval Street

824 Duval Street, Key West, United States View map

The 5-bedroom 6 Bedroom 6 Bath Guesthouse On Duval Street is located 15 minutes on foot from Simonton Street and within 5 minutes' walk of The Ernest Hemingway Home and Museum. The Key West villa… More

From US$ 6637 Book Now

Last Minute

Key West, United States View map

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From US$ 861 Book Now

Dream Maker On The Atlantic

1800 Atlantic Blvd #C320, Key West, United States View map

The 2-room Dream Maker On The Atlantic Apartment Key West is located within 5 minutes' walk of The Key West Nature Preserve and overlooks the sea. The waterfront Mallory Square lies just a short… More

From US$ 813 Book Now

Nassau Suite Key West

921 Center Street #12, Key West, United States View map

**Nassau Suite Key West** is nestled in the vibrant heart of Duval, offering an enchanting retreat that perfectly blends luxury with a lively atmosphere. This striking suite boasts elegant leather… More

From US$ 431 Book Now

The Collins On Duval

Duval Street 505, Key West, United States View map

Located in the very heart of Key West, the 150 m² The Collins On Duval Apartment Key West offers fast access to Mile Marker 0 Store around 5 minutes' walk away. Featuring a patio with views of the… More

From US$ 882 Book Now

Tranquility By Avantstay

714-5 Olivia St, Key West, United States View map

Located in the Downtown Key West district of Key West, a mere 6 minutes' walk from the Minor Saint Mary Star of the Sea Basilica, the 0-bedroom Tranquility By Avantstay Key West villa offers patio… More

From US$ 448 Book Now

Sunrise Suites - Cayo Cruz Suite 308

Key West, United States View map

Welcome to the impeccable Sunrise Suites - Cayo Cruz Suite 308, where luxury meets tranquility against the backdrop of breathtaking vistas. Located in one of the most sought-after destinations, this… More

From US$ 469 Book Now

Shipyard Seaclusion

Key West, United States View map

Located about a 5-minute ride from Key West Historic Seaport, the 1-room Shipyard Seaclusion Apartment Key West is within 1 km of a top family-friendly place like Key West Aquarium. More

From US$ 500 Book Now

Ocean Vista 403E La Brisa

1901 S Roosevelt Blvd, Key West, United States View map

The 108 m² Ocean Vista 403E La Brisa Apartment Key West is located just a 5-minute walk from The Key West Nature Preserve and looks out onto the sea. Offering access to a private swimming pool, this… More

From US$ 376 Book Now

Bayview North One

801 Eisenhower Dr. #4, 4, Key West, United States View map

Set in the vibrant heart of Key West, Bayview North One Villa offers an idyllic retreat for travelers seeking comfort and convenience. Just 2 kilometers from the picturesque shores of South Beach and… More

From US$ 1220 Book Now

Soul Of Duval By Last Key Realty

615½ Duval Street, Unit 1, Key West, United States View map

Situated just 6 minutes' stroll from Southernmost Point of the Continental US Monument, Soul Of Duval By Last Key Realty Key West villa offers quick access to numerous city landmarks nearby. More

From US$ 500 Book Now

Contra House -Luxury Home With Pool

Simonton Street 720, Key West, United States View map

Situated in Key West, at 750 metres of Key West Firehouse Museum, the 4-bedroom New Listing Palm Escape- Luxury Home W Pool provides accommodation with complimentary parking and a swimming pool. This… More

From US$ 1909 Book Now

Artist Condo Duval Square #7

1075 Duval Street, Key West, United States View map

Artist Condo Duval Square #7 Key West is situated a few steps from the Key West Lighthouse and Keeper's Quarters Museum and 5 km from Key West International airport. Guests can make the most of their… More

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Ibis Suite - Southernmost Sanctuary

1330 Simonton Street #3, Key West, United States View map

Conveniently located just steps from the vibrant nightlife and cultural attractions of Duval Street, the holiday home offers effortless transportation options. More

From US$ 766 Book Now

Poolside Breeze Retreat

1800 Atlantic Blvd Unit A103, Key West, United States View map

Situated nearly 5 minutes' walk from The Key West Nature Preserve, the spacious 2-bedroom Poolside Breeze Retreat Apartment Key West offers guests easy access to various tourist attractions nearby. More

From US$ 1026 Book Now

Cohiba At Azul Mansion Key West

907 Truman Ave., Key West, United States View map

More

From US$ 262 Book Now

Key West Casa By Avantstay

620 Thomas St Unit 210-4, Key West, United States View map

Key West Casa By Avantstay apartment is situated merely a 5-minute walk from the Alan S Maltz Gallery and 5 km from Key West International airport. The welcoming apartment is a stone's throw from the… More

From US$ 576 Book Now

Carey'S Corner

1016 Howe St #10, Key West, United States View map

The 1-bedroom Carey'S Corner Villa Key West offers swift access to various city sites, such as Southernmost Point, situated 500 metres away. More

From US$ 358 Book Now

Treetop Oasis Eyebrow House

516 Olivia St Upstairs, Key West, United States View map

The 45 m² Treetop Oasis Eyebrow House Key West is about a 15-minute walk from the shopping mall "Clinton Square Market". Guests have the opportunity to make their stay at this apartment more exciting… More

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The Mellow Macaw By Last Key Realty

1025D Whitehead Street, Key West, United States View map

The 1-bedroom The Mellow Macaw By Last Key Realty Key West villa offers swift access to various city sites, such as The Ernest Hemingway Home and Museum, situated nearly 5 minutes' walk away. More

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Cuban Paradise Cuban Club

1102 Duval St #D, Key West, United States View map

The spacious Cuban Paradise Cuban Club Key West apartment is located within 500 metres of the South Beach and an 18-minute walk from the waterfront Mallory Square. For those travelling by car, this… More

From US$ 666 Book Now

Ambrosia At Azul Mansion Key West

907 Truman Ave., Key West, United States View map

More

From US$ 448 Book Now

Ibis By Avantstay

714 Olivia #11, Key West, United States View map

Staying at the 0-bedroom Ibis By Avantstay Key West villa, guests can visit Mile Marker 0 Store, which is only 1 km away. More

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Seashore At The Shipyard

Key West, United States View map

Situated right in the centre of Key West, the spacious 1-bedroom Seashore At The Shipyard Apartment Key West is 450 metres from Duval Street. More

From US$ 365 Book Now

Aquaria House -Pool & Boat Dock

Shoreline Road 14, Key West, United States View map

The 4-bedroom Smooth Sailing Villa is situated within 7 km of Key West Firehouse Museum in Key West and offers accommodation with a kitchen. It includes Wi Fi throughout the property along with… More

From US$ 3784 Book Now

Ocean Hideaway On The Atlantic

1800 Atlantic Blvd Suite A206, Key West, United States View map

### Ocean Hideaway On The Atlantic - Your Coastal Retreat Nestled just minutes away from the stunning shores of Smathers Beach, Ocean Hideaway On The Atlantic is a serene and luxurious getaway for… More

From US$ 738 Book Now

St Kitts - Downtown Waterfront Penthouse Pool Dock Parking

915 Eisenhower Drive, Key West, United States View map

Located around 5 minutes' walk from the Bayview Park, the 4-bedroom St Kitts - Downtown Waterfront Penthouse Pool Dock Parking Villa Key West offers quick access to various city attractions in the… More

From US$ 547 Book Now

Abaco - Large Waterfront 2X2 End Unit With Boat Slip

915 Eisenhower Drive, Key West, United States View map

**Abaco - Large Waterfront 2X2 End Unit With Boat Slip Villa** offers a charming blend of luxury and convenience, ideally situated just 5 kilometers from the vibrant Key West International Airport. More

From US$ 383 Book Now

The Geiger Suite At Inn On Fleming Key West!

1016 Fleming St., Key West, United States View map

At The Geiger Suite At Inn On Fleming Key West! villa, guests can enjoy windsurfing, snorkelling, and fishing as well as a location 700 metres from the Key West Cemetery. More

From US$ 402 Book Now

Beach Club Siesta #104

1500 Atlantic Blvd #104, Key West, United States View map

The spacious 130 m² Beach Club Siesta #104 Key West apartment boasts a beachfront location just a 5-minute stroll from the Higgs Beach Dog Park. To diversify guests' leisure, a private pool is… More

From US$ 637 Book Now

Breezy Retreat

606 Truman Avenue, Key West, United States View map

The 2-bedroom Breezy Retreat Villa Key West is located just 1.5 km from Key West First Legal Rum Distillery and provides a swimming pool, ensuring a relaxing stay. More

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Yellowfin Ledge

1201 Duval Street 2, Key West, United States View map

Situated around a 25-minute walk from White Street Pier, the 1-bedroom Yellowfin Ledge Key West villa provides access to numerous tourist attractions in the area. More

From US$ 954 Book Now

Casita De Catherine By Avantstay

427 B Catherine St, Key West, United States View map

Located around 5 minutes' walk from the Key West Butterfly and Nature Conservatory, the 0-bedroom Casita De Catherine By Avantstay 1 Block To Duval St W Hot Tub Key West villa offers quick access to… More

From US$ 446 Book Now